Isolation, structure elucidation and cytotoxic evaluation of endiandrin B from the Australian rainforest plant Endiandra anthropophagorum

Chemical investigations of the DCM extract from the roots of Endiandra anthropophagorum resulted in the isolation of a new cyclobutane lignan endiandrin B (1), together with the known natural products, endiandrin A (2), and (−)-dihydroguaiaretic acid (3). The structure of 1 was determined by extensive spectroscopic analyses, and confirmed by single crystal X-ray crystallography. Methylation of 1 using diazomethane afforded the previously reported natural product, cinbalansan (4). All compounds were evaluated for their cytotoxicity towards human lung carcinoma cells (A549) using high-content screening. (−)-Dihydroguaiaretic acid (3) was found to be the most potent cytotoxin against the A549 lung carcinoma cell line, with an IC50 value of 7.49 μM.

Chemical investigations of Endiandra anthropophagorum resulted in the isolation of a new cyclobutane lignan endiandrin B, together with the known natural products, endiandrin A, and (−)-dihydroguaiaretic acid. All compounds were evaluated for their cytotoxicity towards human lung carcinoma cells (A549) using high-content screening.Figure optionsDownload as PowerPoint slide